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44066 Sigma-Aldrich

D-Sphingosine

≥98.0% (TLC)

Synonym: (2S,3R,4E)-2-Amino-4-octadecene-1,3-diol, 4-Sphingenine, trans-D-erythro-2-Amino-4-octadecene-1,3-diol, Sphingosine

  • CAS Number 123-78-4

  • Empirical Formula (Hill Notation) C18H37NO2

  • Molecular Weight 299.49

  •  Beilstein/REAXYS Number 1727294

  •  EC Number 204-651-3

  •  MDL number MFCD00036751

  •  PubChem Substance ID 329756448

  •  NACRES NA.85

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Properties

Quality Level   100
assay   ≥98.0% (TLC)
storage temp.   −20°C
SMILES string   OC[C@@](N)([H])[C@]([H])(O)/C=C/CCCCCCCCCCCCC
InChI   1S/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h14-15,17-18,20-21H,2-13,16,19H2,1H3/b15-14+/t17-,18+/m0/s1
InChI key   WWUZIQQURGPMPG-KRWOKUGFSA-N

Description

Biochem/physiol Actions

A constituent of cell membranes. Precursor of ceramide. Selective inhibitor of protein kinase C, but does not inhibit protein kinase A or myosin light chain kinase. Inhibitor of calmodulin-dependent enzymes.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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